Remarkable Differences in Photo and Thermal (Acid-catalyzed) Reactivities between ortho- and para-Acylcyclohexadienones as Essential Factors Determining the Overall Efficiency of the Photo-Fries Rearrangement

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Successful isolation of "<I>ortho</I>" and "<I>para</I>"-acylcyclohexadienones allowed us to comparatively study their ground- and excited-state behavior under a variety of conditions. In neutral solutions, the two isomeric cyclohexdienones showed completely different reactivities for photochemical and thermal reactions, while in acidic methanol both quantitatively afforded the corresponding transesterification product and naphthol. These studies help us understand the detailed photo-Fries rearrangement mechanism, which involves several crucial photochemical and thermal steps.

収録刊行物

  • Chemistry letters

    Chemistry letters 33(3), 256-257, 2004-03-05

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10012722619
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    SHO
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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